3-Methyl-6-{3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-methyl-1-propenyl}benzoxazolinone → 3-Methyl-6-{3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-methylpropyl}benzoxazolinone

HRID 1087750Notes

Reaction equation

HRID 1087750 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH:11]=[C:12]([CH3:28])[CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[O:26][CH3:27])[CH2:16][CH2:15]3)=[CH:10][C:5]=2[O:4][C:3]1=[O:29]>C(O)C.[Ni]>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH:12]([CH3:28])[CH2:13][N:14]3[CH2:15][CH2:16][N:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[O:26][CH3:27])[CH2:18][CH2:19]3)=[CH:10][C:5]=2[O:4][C:3]1=[O:29]

Participants

4

Reactant 1

HCID 539320793-Methyl-6-{3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-methyl-1-propenyl}benzoxazolinone

Product 1

HCID 145563533-Methyl-6-{3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-methylpropyl}benzoxazolinone

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

0.01 mole of 3-methyl-6-{3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-methyl-1-propenyl}benzoxazolinone is dissolved in absolute ethanol in a 500-cm3 flask equipped with a three-way tap and a magnetic stirrer. 0.5 g of Raney nickel is added and the mixture is stirred under a hydrogen atmosphere at room temperature and atmospheric pressure. After the theoretical amount of hydrogen has been absorbed, the reaction medium is filtered, the filtrate is evaporated to dryness on a water bath under vacuum and the residue is recrystallized in cyclohexane.

Workup

  1. customequipped with a three-way tap and a magnetic stirrer
  2. customAfter the theoretical amount of hydrogen has been absorbed
  3. filtrationthe reaction medium is filtered
  4. customthe filtrate is evaporated to dryness on a water bath under vacuum
  5. customthe residue is recrystallized in cyclohexane

Sources & evidence

ORD record
ord-b3dbd893b9f54718a709a03d120ce841
Source dataset
uspto-grants-1990_10
Patent number
US04960778

Reaction notes

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